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Information on EC 2.8.2.3 - amine sulfotransferase
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EC Tree
2.8.2.3 amine sulfotransferaseIUBMB Comments
A large number of primary and secondary amines can act as acceptors, including aniline, 2-naphthylamine, cyclohexylamine and octylamine.
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Word Map
- 2.8.2.3
-
sults
-
sulfotransferases
- sult1d1
-
drug-metabolizing
-
male-predominant
- cyp1a2
- hydroxysteroid
-
cyp2b10
-
pregnane
-
oatp1a4
- 5'-phosphosulfate
-
coccidiosis
- ugt1a9
-
phase-ii
-
eimeria
-
ugt2b5
- 4-phenyl-1,2,3,6-tetrahydropyridine
-
2-color
- o-sulfate
-
androstane
- cyp4a14
- 3'-phosphoadenosine
-
hyposulfatemia
The expected taxonomic range for this enzyme is: Bacteria, Eukaryota
Reaction Schemes
Synonyms
sult3a1, amine n-sulfotransferase, sult3a2, amine sulfotransferase, arylamine sulfotransferase, 
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SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
amine N-sulfotransferase
arylamine sulfotransferase
-
-
-
-
phenol sulfotransferase
-
-
-
-
sulfotransferase, aryl amine
-
-
-
-
SULT3A1
amine N-sulfotransferase
-
-
-
-
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
3'-phosphoadenylyl sulfate + an amine = adenosine 3',5'-bisphosphate + a sulfamate
-
-
-
-
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
sulfate group transfer
-
-
-
-
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SYSTEMATIC NAME
IUBMB Comments
3'-phosphoadenylyl-sulfate:amine N-sulfotransferase
A large number of primary and secondary amines can act as acceptors, including aniline, 2-naphthylamine, cyclohexylamine and octylamine.
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CAS REGISTRY NUMBER
COMMENTARY
9026-08-8
-
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SUBSTRATE
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
3'-phosphoadenylyl sulfate + 1,8-naphthalenediamine
adenosine 3',5'-bisphosphate + 1,8-naphthalenediamine sulfamate
-
-
-
?
3'-phosphoadenylyl sulfate + 1-naphthylamine
adenosine 3',5'-bisphosphate + 1-naphthylsulfamate
-
-
-
?
3'-phosphoadenylyl sulfate + 2-naphthol
adenosine 3',5'-bisphosphate + 2-naphthyl sulfamate
-
-
-
?
3'-phosphoadenylyl sulfate + 3,4-dihydroxyphenylacetic acid
adenosine 3',5'-bisphosphate + ?
-
-
-
-
?
3'-phosphoadenylyl sulfate + 4-chloroaniline
adenosine 3',5'-bisphosphate + (4-chlorophenyl)sulfamic acid
-
-
-
?
3'-phosphoadenylyl sulfate + 4-nitrophenol
adenosine 3',5'-bisphosphate + 4-nitrophenyl sulfate
-
-
-
-
?
3'-phosphoadenylyl sulfate + an amine
adenosine 3',5'-bisphosphate + a sulfamate
-
-
-
?
3'-phosphoadenylyl sulfate + aniline
adenosine 3',5'-bisphosphate + anilinesulfamate
-
-
-
?
3'-phosphoadenylyl sulfate + beta-estradiol
adenosine 3',5'-bisphosphate + beta-estradiol 3-sulfate
-
-
-
-
?
3'-phosphoadenylyl sulfate + dehydroepiandrosterone
adenosine 3',5'-bisphosphate + ?
-
-
-
-
?
3'-phosphoadenylyl sulfate + desipramine
adenosine 3',5'-bisphosphate + ?
-
-
-
-
?
3'-phosphoadenylyl sulfate + dopamine
adenosine 3',5'-bisphosphate + dopamine sulfamate
-
-
-
?
3'-phosphoadenylyl sulfate + L-triiodothyronine
adenosine 3',5'-bisphosphate + ?
-
-
-
-
?
3'-phosphoadenylyl sulfate + p-nitrophenol
adenosine 3',5'-bisphosphate + p-nitrophenylsulfamate
-
-
-
?
3'-phosphoadenylyl sulfate + xanthurenic acid
adenosine 3',5'-bisphosphate + ?
-
-
-
-
?
3'-phosphoadenylylsulfate + 1,2,3,4-tetrahydroisoquinoline
adenosine 3',5'-bisphosphate + 1,2,3,4-tetrahydroisoquinoline N-sulfate
-
-
-
-
?
3'-phosphoadenylylsulfate + 1,2,3,4-tetrahydroquinoline
adenosine 3',5'-bisphosphate + 1,2,3,4-tetrahydroquinoline N-sulfate
-
-
-
-
?
3'-phosphoadenylylsulfate + 2-naphthylamine
adenosine 3',5'-bisphosphate + 2-naphthylsulfamate
3'-phosphoadenylylsulfate + 3-tyramine
adenosine 3',5'-bisphosphate + 3-tyramine N-sulfate
-
-
-
-
?
3'-phosphoadenylylsulfate + 4-chloroaniline
adenosine 3',5'-bisphosphate + N-sulfo-4-chloroaniline
-
-
-
?
3'-phosphoadenylylsulfate + 4-phenyl-1,2,3,6-tetrahydropyridine
adenosine 3',5'-bisphosphate + 4-phenyl-1,2,3,6-tetrahydropyridine N-sulfate
3'-phosphoadenylylsulfate + 4-tyramine
adenosine 3',5'-bisphosphate + 4-tyramine N-sulfate
-
-
-
-
?
3'-phosphoadenylylsulfate + cyclohexylamine
adenosine 3',5'-bisphosphate + N-sulfocyclohexylamine
-
-
-
?
3'-phosphoadenylylsulfate + desipramine
adenosine 3',5'-bisphosphate + N-sulfo-desipramine
-
-
-
?
3'-phosphoadenylylsulfate + desmethylimipramine
adenosine 3',5'-bisphosphate + demethylimipramine N-sulfate
-
-
-
-
?
3'-phosphoadenylylsulfate + dopamine
adenosine 3',5'-bisphosphate + N-sufodopamine
-
-
-
-
?
3'-phosphoadenylylsulfate + noradrenaline
adenosine 3',5'-bisphosphate + noradrenaline N-sulfate
-
-
-
-
?
3'-phosphoadenylylsulfate + octylamine
adenosine 3',5'-bisphosphate + N-sulfooctylamine
-
-
-
-
?
3'-phosphoadenylylsulfate + serotonin
adenosine 3',5'-bisphosphate + serotonin N-sulfate
-
poor substrate
-
-
?
3'-phosphoadenylylsulfate + tyramine
adenosine 3',5'-bisphosphate + tyramine N-sulfate
-
-
-
-
?
3'-phosphoadenylyl sulfate + 1-naphthol
adenosine 3',5'-bisphosphate + 1-naphthyl sulfate
-
-
-
?
3'-phosphoadenylyl sulfate + 1-naphthol
adenosine 3',5'-bisphosphate + 1-naphthyl sulfate
-
-
-
-
?
3'-phosphoadenylylsulfate + 2-naphthylamine
adenosine 3',5'-bisphosphate + 2-naphthylsulfamate
-
-
-
?
3'-phosphoadenylylsulfate + 2-naphthylamine
adenosine 3',5'-bisphosphate + 2-naphthylsulfamate
-
-
-
ir
3'-phosphoadenylylsulfate + 2-naphthylamine
adenosine 3',5'-bisphosphate + 2-naphthylsulfamate
-
-
-
-
?
3'-phosphoadenylylsulfate + 2-naphthylamine
adenosine 3',5'-bisphosphate + 2-naphthylsulfamate
-
-
-
?
3'-phosphoadenylylsulfate + 2-naphthylamine
adenosine 3',5'-bisphosphate + 2-naphthylsulfamate
-
-
-
?
3'-phosphoadenylylsulfate + 2-naphthylamine
adenosine 3',5'-bisphosphate + 2-naphthylsulfamate
-
-
-
?
3'-phosphoadenylylsulfate + 2-naphthylamine
adenosine 3',5'-bisphosphate + 2-naphthylsulfamate
-
-
-
?
3'-phosphoadenylylsulfate + 2-naphthylamine
adenosine 3',5'-bisphosphate + 2-naphthylsulfamate
-
-
-
?
3'-phosphoadenylylsulfate + 2-naphthylamine
adenosine 3',5'-bisphosphate + 2-naphthylsulfamate
-
-
-
-
?
3'-phosphoadenylylsulfate + 2-naphthylamine
adenosine 3',5'-bisphosphate + 2-naphthylsulfamate
-
poor substrate
-
-
?
3'-phosphoadenylylsulfate + 4-phenyl-1,2,3,6-tetrahydropyridine
adenosine 3',5'-bisphosphate + 4-phenyl-1,2,3,6-tetrahydropyridine N-sulfate
-
-
-
?
3'-phosphoadenylylsulfate + 4-phenyl-1,2,3,6-tetrahydropyridine
adenosine 3',5'-bisphosphate + 4-phenyl-1,2,3,6-tetrahydropyridine N-sulfate
-
-
-
-
?
3'-phosphoadenylylsulfate + aniline
adenosine 3',5'-bisphosphate + N-sulfoaniline
-
-
-
-
?
3'-phosphoadenylylsulfate + aniline
adenosine 3',5'-bisphosphate + N-sulfoaniline
-
-
-
?
additional information
?
-
-
rate of aryl sulfamate synthesis is much greater in preparations from rabbit or guinea pig liver than from the rat
-
-
?
additional information
?
-
-
acceptor: primary amines, secondary amines, purified preparation also has O-sulfotransferase activities, suggesting that transfer to oxygen could represent an intrinsic function of N-sulfotransferase
-
-
?
additional information
?
-
-
enzyme forms DNA adducts in the presence of 3'-phosphoadenylylsulfate
-
-
?
additional information
?
-
barely catalyzes O-sulfation of typical aryl and hydroxysteroid sulfotransferase substrates
-
-
?
additional information
?
-
-
barely catalyzes O-sulfation of typical aryl and hydroxysteroid sulfotransferase substrates
-
-
?
additional information
?
-
-
rate of aryl sulfamate synthesis is much greater in preparations from rabbit or guinea pig liver than from the rat
-
-
?
additional information
?
-
-
acceptor: primary amines, secondary amines, purified preparation also has O-sulfotransferase activities, suggesting that transfer to oxygen could represent an intrinsic function of N-sulfotransferase
-
-
?
additional information
?
-
-
rate of aryl sulfamate synthesis is much greater in preparations from rabbit or guinea pig liver than from the rat
-
-
?
additional information
?
-
-
acceptor: primary amines, secondary amines, purified preparation also has O-sulfotransferase activities, suggesting that transfer to oxygen could represent an intrinsic function of N-sulfotransferase
-
-
?
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NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
3'-phosphoadenylyl sulfate + 1-naphthol
adenosine 3',5'-bisphosphate + 1-naphthyl sulfate
-
-
-
-
?
3'-phosphoadenylyl sulfate + 3,4-dihydroxyphenylacetic acid
adenosine 3',5'-bisphosphate + ?
-
-
-
-
?
3'-phosphoadenylyl sulfate + 4-nitrophenol
adenosine 3',5'-bisphosphate + 4-nitrophenyl sulfate
-
-
-
-
?
3'-phosphoadenylyl sulfate + an amine
adenosine 3',5'-bisphosphate + a sulfamate
-
-
-
?
3'-phosphoadenylyl sulfate + beta-estradiol
adenosine 3',5'-bisphosphate + beta-estradiol 3-sulfate
-
-
-
-
?
3'-phosphoadenylyl sulfate + dehydroepiandrosterone
adenosine 3',5'-bisphosphate + ?
-
-
-
-
?
3'-phosphoadenylyl sulfate + desipramine
adenosine 3',5'-bisphosphate + ?
-
-
-
-
?
3'-phosphoadenylyl sulfate + L-triiodothyronine
adenosine 3',5'-bisphosphate + ?
-
-
-
-
?
3'-phosphoadenylyl sulfate + xanthurenic acid
adenosine 3',5'-bisphosphate + ?
-
-
-
-
?
3'-phosphoadenylylsulfate + 2-naphthylamine
adenosine 3',5'-bisphosphate + 2-naphthylsulfamate
3'-phosphoadenylylsulfate + 2-naphthylamine
adenosine 3',5'-bisphosphate + 2-naphthylsulfamate
-
-
-
-
?
3'-phosphoadenylylsulfate + 2-naphthylamine
adenosine 3',5'-bisphosphate + 2-naphthylsulfamate
-
-
-
-
ir
3'-phosphoadenylylsulfate + 2-naphthylamine
adenosine 3',5'-bisphosphate + 2-naphthylsulfamate
-
-
-
-
?
3'-phosphoadenylylsulfate + 2-naphthylamine
adenosine 3',5'-bisphosphate + 2-naphthylsulfamate
-
-
-
-
?
3'-phosphoadenylylsulfate + 2-naphthylamine
adenosine 3',5'-bisphosphate + 2-naphthylsulfamate
-
-
-
?
3'-phosphoadenylylsulfate + 2-naphthylamine
adenosine 3',5'-bisphosphate + 2-naphthylsulfamate
-
-
-
-
?
3'-phosphoadenylylsulfate + aniline
adenosine 3',5'-bisphosphate + N-sulfoaniline
-
-
-
-
?
3'-phosphoadenylylsulfate + aniline
adenosine 3',5'-bisphosphate + N-sulfoaniline
-
-
-
?
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METALS and IONS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
Mg2+
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INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
gavestinel
-
i.e. 4,6-dichloro-3-[(1E)-3-oxo-3-(phenylamino)-1-propenyl]-1H-indole-2-carboxylic acid sodium salt
L689,560
-
i.e. trans-2-carboxy-5,7-dichloro-4-phenylaminocarboxylamino-1,2,3,4-tetrahydroquinoline
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ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
additional information
-
activity is dependent on the presence of unprotonated amino groups
-
additional information
-
activity is dependent on the presence of unprotonated amino groups
-
additional information
-
activity is dependent on the presence of unprotonated amino groups
-
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.00013
3'-phosphoadenylylsulfate
-
biphasic kinetics, Km: 0.00013 mM and 0.0022 mM
0.0022
3'-phosphoadenylylsulfate
-
biphasic kinetics, Km: 0.00013 mM and 0.0022 mM
0.03
3'-phosphoadenylylsulfate
-
with 2-naphthylamine as second substrate, pH 8, 37°C
0.03
3'-phosphoadenylylsulfate
-
with 2-naphthylamine as second substrate, pH 8, 37°C
0.03
3'-phosphoadenylylsulfate
-
with 2-naphthylamine as second substrate, pH 8, 37°C
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SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
10
-
two optima: pH 7.4 and pH 10, activity towards alicyclic amines is higher at pH 10
6.8
7
-
two optima: pH 7.4 and pH 10, activity towards alicyclic amines is higher at pH 10
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TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
37
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ORGANISM
COMMENTARY
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
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SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
SOURCE
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LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY
GeneOntology No.
LITERATURE
SOURCE
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UNIPROT
ENTRY NAME
ORGANISM
NO. OF AA
NO. OF TRANSM. HELICES
MOLECULAR WEIGHT[Da]
SOURCE
SEQUENCE
LOCALIZATION PREDICTION
The reliability class of the localization prediction ranges from 1 (very reliable) to 5 (not reliable).
The reliability class of the localization prediction ranges from 1 (very reliable) to 5 (not reliable). ST3A1_MOUSE
293
0
35181
Swiss-Prot
other Location (Reliability: 1)
ST3A1_RABIT
301
0
35943
Swiss-Prot
other Location (Reliability: 1)
A0A8B6EVB8_MYTGA
318
0
37370
TrEMBL
other Location (Reliability: 1)
A0A8B6FTE8_MYTGA
273
0
32379
TrEMBL
other Location (Reliability: 1)
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PDB
SCOP
CATH
UNIPROT
ORGANISM
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MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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SUBUNIT
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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TEMPERATURE STABILITY
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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PURIFICATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
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CLONED (Commentary)
ORGANISM
UNIPROT
LITERATURE
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REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Ramaswamy, S.G.; Jakoby, W.B.
Amine N-sulfotransferase
J. Biol. Chem.
262
10039-10043
1987
Cavia porcellus, Oryctolagus cuniculus, Rattus norvegicus
brenda
Hernandez, J.S.; Powers, S.P.; Weinshilboum, R.M.
Human liver arylamine N-sulfotransferase activity. Thermostable phenol sulfotransferase catalyzes the N-sulfation of 2-naphthylamine
Drug Metab. Dispos.
19
1071-1079
1991
Homo sapiens
brenda
Yu, P.H.; Rozdilsky, B.; Boulton, A.A.
Sulfate conjugation of monoamines in human brain: purification and some properties of an arylamine sulfortransferase from cerebral cortex
J. Neurochem.
45
836-843
1985
Homo sapiens
brenda
Roy, A.B.
The enzymic synthesis of aryl sulphamates
Biochim. Biophys. Acta
30
193
1958
Cavia porcellus, Oryctolagus cuniculus, Rattus norvegicus
brenda
Maritomi, Y.; Niwa, T.; Shiraga, T.; Iwasaki, K.; Noda, K.
Isolation and characterization of an alicyclic amine N-sulfotransferase from female rat liver
Biol. Pharm. Bull.
17
1008-1011
1994
Rattus norvegicus
brenda
Ozawa, S.; Katoh, T.; Inatomi, H.; Imai, H.; Kuroda, Y.; Ichiba, M.; Ohno, Y.
Association of genotypes of carcinogen-activating enzymes, phenol sulfotransferase SULT1A1 (ST1A3) and arylamine N-acetyltransferase NAT2, with urothelial cancer in a Japanese population
Int. J. Cancer
102
418-421
2002
Homo sapiens
brenda
Yoshinari, K.; Nagata, K.; Ogino, M.; Fujita, K.; Shiraga, T.; Iwasaki, K.; Hata, T.; Yamazoe, Y.
Molecular cloning and expression of an amine sulfotransferase cDNA: a new gene family of cytosolic sulfotransferases in mammals
J. Biochem.
123
479-486
1998
Oryctolagus cuniculus (O46640), Oryctolagus cuniculus
brenda
Takahashi, S.; Sakakibara, Y.; Mishiro, E.; Kouriki, H.; Nobe, R.; Kurogi, K.; Yasuda, S.; Liu, M.C.; Suiko, M.
Molecular cloning, expression, and characterization of mouse amine N-sulfotransferases
Biochem. Biophys. Res. Commun.
375
531-535
2008
Mus musculus, Mus musculus (O35403)
brenda
Senggunprai, L.; Yoshinari, K.; Yamazoe, Y.
Inhibitory effects of kynurenic acid, a tryptophan metabolite, and its derivatives on cytosolic sulfotransferases
Biochem. J.
422
455-462
2009
Mus musculus
brenda
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